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Role Play With Mary

Boss and Wayward Employee

Mary and I were both fans of role play spanking scenes. A favorite for us both was me as her boss and the premise of the punishments were often based on actual events at her job. Recently she had missed a critical project deadline and that misstep was the basis of today’s session. “I’m really disappointed that you failed to complete that report on-time,” I scolded.

“I’m really sorry, sir,” she replied, meekly.

“What do you suppose I should do about your lack of focus and follow-through,” I asked.

“I probably have earned a spanking,” she offered.

“Indeed you have, a long, hard one to be sure,” I agreed. “Give me your hairbrush.” She extracted the tool from her purse, a wooden hairbrush that was a favorite of both of our for scorching each other’s backsides, and handed it to me. She stood expectantly. I knew she often wore slacks to work but typically for play when she was the spankee she would wear a skirt. I was always a bit puzzled by her selective modesty. We were both definitively bare bottom spankers and spankees, but she had implored me to always defer lowering her panties until she was over my knee. I accepted her preference, wondering if she realized that her genitalia was far more visible during a spanking when she wiggled and kicked than would be exposed if she stood facing me with her panties pulled down. Conversely, when it was my turn have my bottom bared, she seemed to take great delight slowly opening and lowering my pants and then pulling down my boxers to liberate my erection.

I guided her over my knee, lifted her skirt and hooked a finger inside the waistband of her panties near each hip. She lifted herself slightly to aid the process, yielding two glorious, round cheeks. I gazed at the awesome canvas before me and began to paddle her soft bottom. Initially, my swats alternated sides being sure to cover the entire usable surface. The impacts were moderately hard from the start and at a brisk cadence. We had discussed modeling this on a ‘real’ punishment. Mary had wanted to test her limits, and to dispense with the usual bare-handed warm-up. I glanced at the clock in my home office that was our play-space for work-themed scenes. I was looking to deliver a rather quick but intense spanking , aiming for a duration of about two-minutes. Almost immediately, Mary began to grunt with each swat and then to writhe and wriggle as the heat grew. At about the ninety second point, I gave the left sit spot five hard smacks and then the same to the right side. I paused briefly. “Is my message getting through to you,” I asked.

“Yes, sir,” Mary replied, her voice cracking slightly, like she was on the verge of sobbing. I slowed the pace but increased the severity for several series of five or six successive impacts on one cheek then the other, back and forth, both sides now very red, warm and contused. I paused and inspected the results with my finger. Her skin was on the verge of blisters in a few spots on the underside of her right cheek and figured it was time to conclude.

“Ok, make sure you stay on-track with your work or I’ll have to repeat this and next time this will seem like a mere warm-up,” I chided, then gently pulled her panties over her well-spanked cheeks. She stood and gave me a hug. Then her hand ventured to my crotch to confirm the physical reaction I inevitably develop when giving a spanking. “Careful,” I warned. “you make me cum in pants and I’m gonna give your already blistered bottom a dozen strokes of belt!”

“What if I promise to gobble every drop and not leave any mess?” Mary replied, licking her lips suggestively.